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Propargyl bromide → 2-Bromomethylnaphthalene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Propargyl bromide | HCID 7842 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | (3S,4S)-tert-Butyl 3-hydroxy-4-(4-hydroxyphenyl)piperidine-1-carboxylate | HCID 21713087 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | 2-Bromomethylnaphthalene | HCID 70320 | — |
| 生成物 | tert-butyl (3RS,4RS)-3-hydroxy-4-(4-prop-2-ynyloxy-phenyl)-piperidine-1-carboxylate | HCID 54010348 | — |
反応手順
In an analogous manner to that described in Example 44(e), by alkylating tert-butyl (3RS,4RS)-3-hydroxy-4-(4-hydroxy-phenyl)-piperidine-1-carboxylate [Example 46(b)] with propargyl bromide in the presence of potassium carbonate in acetone there was obtained tert-butyl (3RS,4RS)-3-hydroxy-4-(4-prop-2-ynyloxy-phenyl)-piperidine-1-carboxylate, alkylation of which with 2-bromomethylnaphthalene in analogy to Example 1(g) gave tert-butyl (3RS,4RS)-3-(naphthalen-2-ylmethoxy)-4-(4-prop-2-ynyloxy-phenyl)-piperidine-1-carboxylate as a pale yellow solid; MS: 472 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06150526 |
| 出典データセット | uspto-grants-2000_11 |
| ORD ID | ord-3799705aa2f6436e8e1a2b36f11d21a5 |
| 出典メモ | uspto-grants-2000_11 |